Sulfonic Acid Group Containing (-(o=)s(=o)-oh, Wherein H Of -oh May Be Replaced By A Substituted Or Unsubstituted Ammonium Ion Or Metal) Patents (Class 534/678)
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Publication number: 20140304926Abstract: The present invention relates to dyes of formula (1), wherein each of the residues D1 and D2 represents a radical of formula (2), wherein Ar1 represents the tetravalent radical of a carbocylic or heterocyclic aromatic compound, R1, R2 and R3 are each independently of the other hydrogen, C1-C12alkyl, C1-C12alkoxy, halogen, —OH, —CN, —NO2, —CF3, —SO3H, —NHCOR4, —COOR5, —CONR6R7, —SO2NR8R9, —NR10SO2R11, —SO2R13— or —ZCH2CH2Q, wherein Z is —O—, —SO2—, —NR12—, —CONH— or —NHCO—, Q represents —OH, C1-C12alkyl, —SO2R13—, —NHR14—, —OCH2CH2OH, —SO2CH2CH2OH or —NHCH2CH2OH, R4 is C1-C12alkyl, R5, R6, R7, R8, R9, R10, R12, R13 and R14 are each independently of the others hydrogen or C1-C12alkyl, and R11 is C1-C122alkyl, with the proviso that at least one of the residues D1 and D2 is a radical of formula (2) wherein R3 is —COOR5, —SO2NR8R9, —SO2R13— or —ZCH2CH2Q, dichromatic and trichromatic mixtures containing these dyes and the use of these dyes for dyeing or printing hydroxyl group-containing or nitrogen-containing fibrType: ApplicationFiled: November 26, 2012Publication date: October 16, 2014Inventors: Alexander Mueller, Rainer Hildebrand, Siro Dalle-Nogare
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Mixtures of Fibre-Reactive Dyes and Their Use in a Method for Di- or Trichromatic Dyeing or Printing
Publication number: 20120302486Abstract: Dye mixtures, comprising at least one red dyeing dye of the formula (1) and at least one blue, yellow, orange or brown dyeing dye from the group of the formulae (2), (3), (4), (5) and (6), wherein B is an aliphatic bridging member, R1, R3 and R8 are each independently of the others hydrogen or C1-C4alkyl, R2, R4, R5, R9, R11, R12, R13, R14, R15 and R16 are each independently of the others hydrogen, C1-C4alkyl, C1-C4alkoxy or sulfo, R6 and R10 are each independently of the other amino or C1-C4alkyl, (R7)j denotes j identical or different substituents selected from the group C2-C4alkanoylamino, ureido, C1-C4alkyl and C1-C4alkoxy, (R17)i denotes i identical or different substituents selected from the group C2-C4alkanoylamino, ureido, sulfo, C1-C4alkyl and C1-C4alkoxy, X1, X2, X3, X4, X5 and X6 are each independently of the others halogen, 3-carboxypyridin-1-yl or 3-carbamoylpyridin-1-yl, Z1, Z2 and Z3 are each independently of the others a fibre-reactive group of the formula —SO2—Y8, (7a) or —NH—CO—(CH2)2-3—SO2—Type: ApplicationFiled: January 13, 2011Publication date: November 29, 2012Applicant: Huntsman International LLCInventors: Athanassios Tzikas, Georg Roentgen, Marco Casartelli, Remo Codemo, Jean-Francois Landre -
Publication number: 20120216356Abstract: The present invention relates to azo dyes of the formula (1) in which R, M, and Y are defined as stated in claim 1, to dye mixtures comprising them, to processes for preparing them, and to their use.Type: ApplicationFiled: January 30, 2012Publication date: August 30, 2012Applicant: DyStar Colours Deutschland GmbHInventors: Jörg Wörner, Andreas Schrell
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Patent number: 7445822Abstract: Azo compounds whose free acid forms are represented by the general formula (1) are extremely useful as the dichroic dye to be used in polarizing plates which are excellent in polarization performance and endurance and reduced in the color cross-talk within the visible light region or in polarizers for liquid crystal projectors made by using them; (1) wherein R1 is sulfo, carboxy, or lower alkoxy and R2 is sulfo, carboxy, lower alkyl, or lower alkoxy, with the proviso that a case wherein both R1 and R2 are each sulfo is excepted; R3 to R6 are each independently hydrogen, lower alkyl, or lower alkoxy; and R7 and R8 are each independently hydrogen, amino, hydroxy, sulfo, or carboxy.Type: GrantFiled: November 21, 2005Date of Patent: November 4, 2008Assignees: Nippon Kayaku Kabushiki Kaisha, Polatechno Co., Ltd.Inventor: Yuichi Sadamitsu
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Patent number: 6887556Abstract: A material for making a conductive pattern, the material comprising a support and a heat-differentiable element, the heat-differentiable element comprising an outermost layer containing a polyanion and an intrinsically conductive polymer and optionally a second layer contiguous with the outermost layer, characterized in that the outermost layer and/or the optional second layer contains hydrophobic thermocoagulable latex particles in a weight ratio range with respect to the intrinsically conductive polymer in the range of 20:1 to 1:5, the hydrophobic thermocoagulable latex particles are capable upon heating of increasing the conductivity of the heated parts of the outermost layer relative to the unheated parts of the outermost layer and/or changing the removability of the heated parts of the outermost layer relative to the unheated parts of the outermost layer and the heat-differentiable element does not comprise a di- or polyhydroxy organic compound or an aprotic compound with a dielectric constant, ?, ?15; aType: GrantFiled: December 11, 2002Date of Patent: May 3, 2005Assignee: Agfa-GevaertInventors: Johan Lamotte, Frank Louwet, Tom Cloots, Huub Van Aert
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Patent number: 6863955Abstract: A material having a conductive pattern, the material comprising a support and a conductive element, the conductive element being 500 nm thick or less and containing a polyanion and an intrinsically conductive polymer, characterized in that one surface of the conductive element is an outermost surface of the material and the other surface of the conductive element is contiguous with a patterned surface, the patterned surface consisting of at least two types of surface element, and those parts of the conductive element contiguous with a type A surface element exhibiting a surface resistance at least a factor of ten greater than those parts of the conductive element contiguous with a type B surface element.Type: GrantFiled: August 11, 2003Date of Patent: March 8, 2005Assignee: Agfa-GevaertInventors: Johan Lamotte, David Terrell
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Patent number: 6759083Abstract: A material having a conductive pattern, the material comprising a support and a conductive element, the conductive element being 500 nm thick or less and containing a polyanion and an intrinsically conductive polymer, characterized in that one surface of the conductive element is an outermost surface of the material and the other surface of the conductive element is contiguous with a patterned surface, the patterned surface consisting of at least two types of surface element, and those parts of the conductive element contiguous with a type A surface element exhibiting a surface resistance at least a factor of ten greater than those parts of the conductive element contiguous with a type B surface element; a material for making a conductive pattern, the material comprising a support and a conductive element, the conductive element containing a polyanion and an intrinsically conductive polymer, characterized in that one surface of the conductive element is an outermost surface of the material, the other surfaceType: GrantFiled: August 12, 2003Date of Patent: July 6, 2004Assignee: Agfa-GevaertInventors: Johan Lamotte, David Terrell
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Patent number: 6746751Abstract: A material for making a conductive pattern, the material comprising a support and a conductive element, the conductive element containing a polyanion and an intrinsically conductive polymer, characterized in that one surface of the conductive element is an outermost surface of the material, the other surface of the conductive element is contiguous with a patterned surface, the patterned surface consisting of at least two types of surface element, and those parts of the conductive element contiguous with one type of the surface elements are capable of being at least partially removed by a developer.Type: GrantFiled: June 20, 2002Date of Patent: June 8, 2004Assignee: Agfa-GevaertInventors: Johan Lamotte, David Terrell
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Publication number: 20040102616Abstract: The present invention relates to novel reactive dyes of the formula (I) 1Type: ApplicationFiled: September 29, 2003Publication date: May 27, 2004Inventors: Gunter-Rudolf Schroder, Helmut Reichelt, Gunther Seybold, Manfred Patsch, Stevan David Jones, James Charles Dunbar, Colin John Clarke
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Patent number: 6409810Abstract: A black recording having high solubility, being stable even after being stored for long, and capable of forming a printed image with a high optical density and excellent water and light resistances. The recording fluid contains a trisazo compound of general formula (1): wherein D is an 8-hydroxy-1-naphtyl group substituted with one or two sulfo groups; A is a 1,4-phenylene group or 1,4-naphtylene group which may be substituted with amino, hydroxy, alkyl, alkoxy, acylamino or ureido; and B is a phenyl group which may be substituted with hydroxy, amino or sulfo, or a salt thereof and is used for the recording.Type: GrantFiled: November 22, 1999Date of Patent: June 25, 2002Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hiroaki Ono, Takashi Miyazawa, Toru Tabei, Yasuo Shirasaki, Isao Yamaguchi, Kazunobu Nagasaki
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Patent number: 6043349Abstract: Tetrakisazo dyes of formula (I), as defined in claim 1, optionally in admixture with trisazo dyes of formula (X) as defined in claim 4, are valuable anionic dyes for the dyeing of substrates dyeable with anionic dyes, in particular for the dyeing of leather in very intense dark shades.Type: GrantFiled: March 8, 1999Date of Patent: March 28, 2000Assignee: Clariant Finance (BVI) LimitedInventor: Jordi Berenguer
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Patent number: 6011141Abstract: Polyazo dyes of the formula ##STR1## where n, Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, X, R.sup.1, R.sup.2 and R.sup.3 are each as defined in more detail in the description are useful for dyeing natural or synthetic substrates.Type: GrantFiled: June 19, 1998Date of Patent: January 4, 2000Assignee: BASF AktiengesellschaftInventors: Gunther Lamm, Helmut Reichelt, Matthias Wiesenfeldt
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Patent number: 5700296Abstract: An azo compound of the following formulae (I) or (II): ##STR1## wherein Q.sub.1 represents a phenyl group or a naphthyl group, Q.sub.2 represents a phenyl group; R represents hydroxy group; R.sub.1 and R.sub.2 each independently represent a hydrogen atom, a hydroxy group, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group or a halogen atom; R.sub.3 and R.sub.4 each independently represent a hydrogen atom, a hydroxy group, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group or a substituted amino group; and X represents --NH--, --NHCO-- or --N.dbd.N--; or a salt thereof;and a polarizing film containing the same.Type: GrantFiled: February 20, 1996Date of Patent: December 23, 1997Assignee: Sumitomo Chemical Company, LimitedInventors: Kazuya Ogino, Kaneo Yokoyama, Narutoshi Hayashi, Takashi Omura, Setsuko Yamamoto
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Patent number: 5659020Abstract: A tetrakisazo compound of the formulae: ##STR1## wherein Q.sup.1 represents a phenyl or naphthyl group, Q.sup.2 represents a phenyl which is substituted by at least one substituent selected from a hydroxy group and an amino group, and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each independently represents a hydrogen atom, a hydroxy group, a lower alkyl group, a lower alkoxy group or a substituted or unsubstituted amino group, or a salt thereof, and a polarizing film which comprises the tetrakisazo compound or a salt thereof and which may further comprise other organic dyes.Type: GrantFiled: September 13, 1995Date of Patent: August 19, 1997Assignee: Sumitomo Chemical Company, LimitedInventors: Kazuya Ogino, Kaneo Yokoyama, Narutoshi Hayashi, Takashi Omura
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Patent number: 5530105Abstract: A tetrakisazo compound represented by the following formula (1) in the free acid form: ##STR1## wherein Q.sub.1 and Q.sub.2 independently represent phenylene or naphthylene group which may be optionally substituted, R.sub.4, R.sub.5 and R.sub.6 independently represent a hydrogen atom, a halogen atom, a hydroxy group, a sulfonic acid group or an amino, alkyl, alkoxy, carbamoyl or sulfamoyl group which may be optionally substituted, m is 0 or 1 and n is 1 or 2, and an ink which comprises the tetrakisazo compound. The ink exhibit excellent properties for ink jet printing.Type: GrantFiled: September 27, 1994Date of Patent: June 25, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Satoshi Yamazaki, Hideo Kawashita, Koji Aburada, Kazuya Ogino, Yuriko Tamura, Takashi Omura
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Patent number: 5215578Abstract: An ink composition that includes water, a water-soluble organic solvent and a dye. The dye is represented by the following Formula, in which the number of sulfonic acid groups and the number of amino groups are each not less than 2, and the number of sulfonic acid groups is less than that of amino groups: ##STR1## Q.sub.1 denotes a substituted phenyl group, pyridyl group or naphthyl group; Q.sub.2 denotes a substituted or unsubstituted p-phenylene group or 1,4-naphthylene group; Q.sub.3 is a SO.sub.3 M-substituted or unsubstituted diaminopyridyl group or a diaminophenyl group substituted by COOM or SO.sub.3 M; M denotes an alkaline metal, ammonium or organic ammonium; and n denotes 0 or 1.Type: GrantFiled: January 2, 1992Date of Patent: June 1, 1993Assignee: Canon Kabushiki KaishaInventors: Tsuyoshi Eida, Mayumi Yamamoto, Takao Yamamoto
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Patent number: 5171848Abstract: Black compounds of Formula (1) having enhanced solubility in polar organic liquids which are useful as ink colorants in conventional and hot melt ink-jet printing and automatic identification, as black colorants for toners and thermal wax transfer sheets and as charge control agents for electrophotographic toners; ##STR1## wherein R is H, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, aryl, C.sub.4-8 cycloalkyl, --CN, --NO.sub.2, halogen, --COOR.sup.1, --OH, --SH or --SO.sub.3 A;R.sup.1 is A, C.sub.1-4 -alkyl or aryl;R.sup.2 is --NH.sub.2, --OH or --SO.sub.3 A;R.sup.3 is --NH.sub.2 or --OH;R.sup.4 is --NH.sub.2, --OH, --SO.sub.3 A or H; andA is NQ.sub.4 in which at least one Q is a branched chain fatty C.sub.6-20 -aliphatic group.Type: GrantFiled: March 30, 1992Date of Patent: December 15, 1992Assignee: Imperial Chemical Industries PLCInventors: David Greenwood, Peter Gregory, John E. Presgrave
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Patent number: 5104979Abstract: Polyazo dyes useful for dyeing leather in the free form or as copper, chromium, iron, cobalt or nickel complexes have the formula ##STR1## where m is 0, 1 or 2, n is 0 or 1, p is from 1 to 2, q is from 0 to 1, and R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, X, Y and the ring A are each as defined, and may be prepared from aniline derivatives of the formula ##STR2## where m is 0, 1, or 2, n is 0 or 1, and X, R.sup.1, R.sub.2 and R.sup.3 are each as defined.Type: GrantFiled: July 31, 1990Date of Patent: April 14, 1992Assignee: BASF AktiengesellschaftInventors: Guenter Hansen, Georg Zeidler, Ortwin Schaffer
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Patent number: 4996302Abstract: A process for the preparation of polyazo dyes is described which comprises(a) diazotizing a compound of the formula ##STR1## and coupling the product onto a compound of the formula ##STR2## (b) diazotizing a compound of the formula ##STR3## and coupling the product onto the product obtained according to (a); (c) diazotizing a compound of the formula ##STR4## and coupling the product onto the product obtained according to (b); (d) if desired, coupling of a further diazotized compound of the formula (3) onto the product obtained according to (c); and(e) if desired, metallizing the product obtained according to (c) or (d); and in which the symbols are as defined in claim 1. The polyazo dyes obtainable by the process are suitable for dyeing a wide range of textile and non-textile materials and, in particular, for dyeing leather.Type: GrantFiled: December 7, 1988Date of Patent: February 26, 1991Assignee: Ciba-Geigy CorporationInventor: Horst Langfeld
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Patent number: 4841037Abstract: A naphthalene trisazo compound represented by the general formula (I) or (II): ##STR1## wherein A and B each represents a substituted or unsubstituted benzene or naphthalene ring; m represents zero or 1; and M represents an alkali metal atom, ammonium or H.Am (wherein Am represents an amine); or ##STR2## wherein X represents a hydrogen atom, a lower alkyl group, a phenyl group or a phenyl group substituted by --SO.sub.3 M; m represents zero or 1; M represents an alkali metal atom, ammonium or H.Am (wherein Am represents an amine); A, B and C each represents a substituted or an unsubstituted benzene or naphthalene ring, provided that B and C do not represent a naphthalene ring at the same time. A recording liquid containing these compounds is suitable for use in an ink-jet recording system.Type: GrantFiled: June 10, 1986Date of Patent: June 20, 1989Assignees: Canon Kabushiki Kaisha, Mitsubishi Chemical Industries LimitedInventors: Tokuya Ohta, Masatsune Kobayashi, Yuko Suga, Konoe Miura, Hiroshi Takimoto, Tomio Yoneyama
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Patent number: 4758659Abstract: A hexakisazo dye suitable for dyeing cellulose, natural or synthetic polyamide meterials, leather, represented by the formula ##STR1## wherein X is --CH.dbd.CH--, --CONH--, --CRH-- (wherein R is phenyl which is unsubstituted or substituted by H or a sulfonic acid group), -SO.sub.2 -- or --O--; Y is H, CH.sub.3 OCH.sub.3, Cl or SO.sub.3 M; A.sub.1 and A.sub.2 are each ##STR2## (wherein Z.sub.1 is H, Cl, CH.sub.3, OH, OCH.sub.3, OC.sub.2 H.sub.5 or SO.sub.3 M, and Z.sub.2 is H, CH.sub.3, NO.sub.2 or COOM); B.sub.1 and B.sub.2 are each ##STR3## (wherein Z.sub.3 is H, OH, NH.sub.2 Cl or COOM, Z.sub.4 is H, Cl, CH.sub.3, OH OCH.sub.3, NH.sub.2, COOM or SO.sub.3 M, and Z.sub.5 is H, C.sub.1 -C.sub.4 alkyl or OH); M is H, Na, K, Li or NH.sub.4 ; f is 0 or 1; m is 0, 1 or 2; and n is 0, 1 or 2.Type: GrantFiled: July 29, 1986Date of Patent: July 19, 1988Assignee: Orient Chemical Industries, Ltd.Inventors: Hisashi Senshu, Sadahiko Matsubara, Tamotsu Naito
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Patent number: 4742162Abstract: Condensates of an azo compound of the formula ##STR1## wherein n is 1 or 2, with the stilbene compound of the formula ##STR2## in the molar ratio of 1:1 to 2:1, dye leather in a yellowish-brown shade, which penetrate deeply into the leather, and give fast dyeings.Type: GrantFiled: April 6, 1984Date of Patent: May 3, 1988Assignee: Ciba-Geigy CorporationInventor: Ulrich Schlesinger
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Patent number: 4701525Abstract: Compounds of the formula(B--L.sub.m --A--L'--B'.sub.n, (1)in which A is the radical of a bisazo or trisazo dye, L and L' are organic radicals and B and B' are cyclic organic radicals and at least one of the radicals B and B' has spectral absorption in the UV region and one of the radicals B and B' is different from 2,4-dihydroxyphenyl, m is 1 or 2 and n is 0, 1 or 2.The compounds are suitable for use as image dyes in photographic silver dye bleach materials.Type: GrantFiled: June 2, 1986Date of Patent: October 20, 1987Assignee: Ciba-Geigy AGInventors: Thomas-Markus Rohr, Jakob Kuhn
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Patent number: 4649194Abstract: 1:2 Metal complexes of the formula ##STR1## wherein X.sub.1 is --O-- or ##STR2## and X.sub.2 is --O-- or ##STR3## the starred atom being attached A.sub.1 or A.sub.2, respectively, A.sub.1 is a diazo component radical of the benzene series,A.sub.2 is a diazo component radical of the benzene or naphthalene series,W is --CH.sub.3 or --COOH,R is hydrogen or --SO.sub.3 H,each of B.sub.1 and B.sub.2 is independently a coupling component radical or a phenolic hydroxy group-containing coupling component radical at least one phenolic hydroxy group of which is etherified or acylated,M is iron, cobalt or chromium, andn is 1 or 2,which complexes are useful as anionic dyestuffs having olive to brown colors for substrates such as natural and regenerated cellulose, natural and synthetic polyamides, polyurethane and anodized aluminum, especially leather.Type: GrantFiled: July 27, 1983Date of Patent: March 10, 1987Assignee: Sandoz Ltd.Inventor: Heinz Wicki
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Patent number: 4638055Abstract: Compounds which in the form of the free acid are of the general formula I ##STR1## where A is a radical of the formula ##STR2## the radicals Y independently of one another are each hydroxyl or amino, X is hydrogen, hydroxysulfonyl or a radical of the formulaD--N.dbd.N--,R is a radical of 1-aminonaphthalene-4-, -5-, -6-, -7-or -8-monosulfonic acid or of 1-aminonaphthalene-3-6,-, -3,7-, -3,8-, -4,7- or -4,8-disulfonic acid, or a Cu, Fe, Ni, Co, Mn or Cr complex thereof, and D is phenyl which is unsubstituted or substituted by methyl, methoxy,ethoxy, nitro, chlorine, bromine or sulfo, or is sulfo-substituted naphthyl. These compounds are preferably used for dyeing leather.Type: GrantFiled: May 10, 1985Date of Patent: January 20, 1987Assignee: BASF AktiengesellschaftInventors: Udo Bergmann, Guenter Hansen, Georg Zeidler
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Patent number: 4563520Abstract: Compounds containing sulfonic acid groups and of the general formula I ##STR1## where D.sup.1 is a radical of a diazo component, X.sup.1 and X.sup.2 independently of one another are each hydroxyl or unsubstituted or substituted amino, Y is hydrogen, chlorine, methyl, hydroxysulfonyl or a radical of the formulaD.sup.3 --N.dbd.N--and D.sup.2 is a radical of the formula ##STR2## D.sup.3 is a radical of a diazo component from the aniline or aminonaphthalene series, K is a radical of a coupling component from the benzene or naphthalene series, and the rings in the coupling component D.sup.2 may furthermore be substituted by chlorine, methyl, methoxy, hydroxysulfonyl, aminosulfonyl, hydroxyl or acylamino, and metal complexes of such compounds, give very fast, brown dyeings, particularly on leather.Type: GrantFiled: October 21, 1982Date of Patent: January 7, 1986Assignee: BASF AktiengesellschaftInventors: Udo Bergmann, Guenter Hansen, Dietrich Lach, Georg Zeidler
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Patent number: 4547566Abstract: Compounds which in the form of the free acid are of the general formula I ##STR1## where A is a radical of the formula ##STR2## the radicals Y independently of one another are each hydroxyl or amino, X is hydrogen, hydroxysulfonyl or a radical of the formulaD--N.dbd.N--,R is a radical of 1-aminonaphthalene-4-, -5-, -6-, -7- or -8-monosulfonic acid or of 1-aminonaphthalene-3,6-, -3,7-, -3,8-, -4,7-, or -4,8-disulfonic acid, or a Cu, Fe, Ni, Co, Mn or Cr complex thereof, and D is phenyl which is unsubstituted or substituted by methyl, methoxy, ethoxy, nitro, chlorine, bromine or sulfo, or is sulfo-substituted naphthyl. These compounds are preferably used for dyeing leather.Type: GrantFiled: March 23, 1983Date of Patent: October 15, 1985Assignee: BASF AktiengesellschaftInventors: Udo Bergmann, Guenter Hansen, Georg Zeidler
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Patent number: RE38531Abstract: Tetrakisazo dyes of formula (I), as defined in claim 1, optionally in admixture with trisazo dyes of formula (X) as defined in claim 4, are valuable anionic dyes for the dyeing of substrates dyeable with anionic dyes, in particular for the dyeing of leather in very intense dark shades.Type: GrantFiled: March 27, 2002Date of Patent: June 8, 2004Assignee: Clariant Finance (BVI) LimitedInventor: Jordi Berenguer